Dog Sitting Madison
Book a Madison dog sitter to watch your dog in your sitter’s home or yours.
Over 998 pet parents in Madison have booked dog sitting
Madison, Find top rated dog sitting
“Christina was excellent, friendly, and responsive. She dropped in on my two elderly dogs. One needs medication and is on a special diet. She met all of our expectations. She sent us pictures and even watered our garden. I recommend Christina!”
“Cait is the BEST!! She went above and beyond for our pups. She sent my husband and I updates after every visit. We will definitely be using her services again if we ever need someone to watch or check on our dogs. We are so glad we found someone who loves our dogs as much as us!”
“Great sitter that was able to come over for late notice visit! Did great with dog, great notes, ensured well stimulated, great communication, and dog had a great time. Will book again and would recommend.”
“Aria was so lovely and communicative the entire time she was taking care of Greta! She was extremely flexible to my chaotic schedule and I couldn’t be happier! Greta was happy as can be when we got home🙂”
“Lizzie is the best. She is my go to person for both my boys & they love her. This time she was available last minute for an hour drop in visit when my travel time home was too long. My boys got what they needed and I had peace of mind.”
About: I have taken care of my friends pets Let me take care of yours Take one more thing off your plate Know that they are in great hands I am only door dashing I have plenty of time to check on your babies 😊 I will check on them Make sure they have food and water Give them lots of love 🫶🏻 I will come to your house I will make sure that your sweet babies are well Play a definite Food and Water a must I will make sure they are safe while you’re away
“Claire is wonderful- was a life saver for Beatrice! Had a walker suddenly quit on me short notice - sent Claire a request on a Sunday and she was at my house for meet and greet the same day. I work so much and it is a relief that my Beatrice is cared for and it is truly sincere as she is a fur mom too!”
“Shelby is awesome! Nala isnt very easy to come around with new people but she warmed up to Shelby, and I think she loves her. I got updates and great photos while I was away, and my fur baby got lots of love and care from Shelby. Gonna be a repeat client for sure if both schedules work out. Thanks Shelby!”
“Athena is the BEST! She really made us feel like our dogs were treated as her own. Nothing beats having the peace of mind knowing they are in good hands while we were away. She sent about 20 photos a day and updates on how the pups were doing which made us feel so happy. 10/10”
“We have used Megan many times in the past. We consider her to be our regular walker for our boy Kane. This year we used her on one of the biggest holidays of the year due to special family arrangements. It’s not often people will set aside time during Christmas to care for others pups but Megan did which says a lot about her. She’s the most dependable, trustworthy walker we’ve found on Rover. We have safety in knowing Megan takes good care of our boy and is safe with her.”
“Amy was great! There were difficulties on our building's end with access, but she was so communicative and worked to navigate the issues. Our little man appreciated her visits, and we would be happy to have her watch him again.”
“I just had the best experience with her taking care of my babies! She was super reliable, even on short notice, and you could really tell how much she loves my pups. I’m definitely going to use her services again in the future, and I can’t recommend her enough to anyone looking for a great pet sitter!”
“Penny was awesome! Super accommodating, super responsive, and clearly worked magic with my super shy pup, even after a major natural disaster in our city. I will definitely book her again in the future now that I know my baby will be safe and happy with her.”
About: I grew up with dogs and cats. I’ve cared for and house sat for family and friends for decades. I’ve raised and trained my own dogs and currently now I have a cat. If I had a humble brag it would be 95% of pets like me. The other 5%? Haven’t met them yet. I have a flexible schedule allowing me to help you out with your pet! I will mark times that I not available to get there. I can work with your needs if your pet requires time in a yard or is only allowed in certain rooms. I’ll follow your lead on, let me know!
“This was the second time I’ve used Mollie to help with my dog, Winnie. Both times she was punctual, communicative and kind - Winnie loves her! I feel confident leaving Winnie knowing she is in great hands! Thanks, Mollie!”
The median cost per visit for dog sitting in Madison is $20
Dog parents share their Rover experiences - Madison
Hailey was awesome! She was very responsive and went out of her way to accommodate our needs. We made a couple of changes to our initial request and she not only helped make the changes, but was available to sit with Rhett. I had never used Rover before, but we are traveling this summer in our RV and being able to find someone in the area was so nice and Rover made that possible. Many thanks to Rover and to Hailey. We would definitely use her again if we are ever in the Nashville area.
I have 3 small but big personality dogs and Jessie couldn’t have taken better care of them. In the pictures of their visits I could tell just how much fun they were having. I was almost scared they’d be disappointed when she wasn’t the one walking through the door! Pick Jessie :) she’s the best
Claire did a wonderful job taking care of Milo while we were away for over a week. She was attentive, responsible, and clearly cared for him as if he were her own. We had great peace of mind knowing Milo was in such good hands. Everything went smoothly, and we came home to a happy, well-taken-care-of pup. We truly appreciate her excellent care and would absolutely recommend her to anyone looking for a reliable and caring pet sitter. 🐾
Matt was awesome with my 2 bulldogs. One is a senior and the other a young rescue bully with high energy and anxiety. Both dogs can be anxious I’m their own way, and Matt was great with each. I felt very comfortable having him care for my ‘drama dogs’ and would recommend for future drop ins or sittings.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Madison sitters!Sitters in Madison average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Madison
Frequently asked questions about Rover
The average cost for Dog Sitting in Madison on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 4,048 sitters on Rover offering Dog Sitting across Madison. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Madison stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Madison choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Madison with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Madison. On Rover:
- 93% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 97% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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